Outdated Organizing Models
Culture eats strategy for breakfast.
Welcome to The Democratic Dilemma where we stop debating what needs to change and start building how to win.
Thank you Susan Wagner of the The Grassroots Connector, Micah L. Sifry and Haley Bash for bringing to light what many of us have been seeing unfold on Substack. ~ More to come on this!
All your programs, podcasts, livestreams, and Substack content feed the public a steady diet of all the evils of MAGA and Trump. The message is relentless: Democracy is collapsing. Institutions are failing. Our opponents are ruthless. You rarely, if ever, feature grassroots stories or host activists from organizations that are part of the solution. Excluding such voices is more than an annoying oversight. ~ Susan Wagner
~ We can’t just talk to each other - we need to get to work !
“Culture eats strategy for breakfast. And right now, the culture of how we organize is eating our wins for lunch. We knocked more doors in 2024 than any campaign in history. We made more calls. We sent more texts. And we still lost the presidency, the Senate, the House and many down ballot races. Why? Because we’re running a 2008 organizing model in a 2026 world.
Today’s episode is about changing the culture of campaigning itself.
➡️ Josh and I are talking about why relational organizing isn’t optional anymore—it’s existential.
➡️ Why trusted messengers beat strangers at the door by 2.5x.
➡️ And why digital isn’t just a tactic, it’s where relationships start now.
Old Politics profits from your confusion. We’re flooding light on what actually works.



